Synthesis and antimicrobial evaluation of novel 1,2,4-triazine derivatives


Maha M.A. Khalifa
Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Girls), Al-Azhar University, Cairo (Egypt).

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ABSTRACT:

5-(4-fluorobenzyl)-3-(furan-2-yl)-1,2,4-triazin-6(1H)-one 4 was synthesized. Treatment of the latter with POCl3 afforded the chloro derivative 5. Hydrazinolysis of compound 5 with hydrazine hydrate in ethanol yielded 6-Hydrazino-5-(4-fluorobenzyl)-3-(furan-2-yl)-1,2,4-triazine 6. Condensation of the latter with appropriate aldehydes gave the corresponding 1,2,4-triazolo[4,3-f] [1,2,4]triazine derivatives 7a-c. However, treatment of the parent triazine 4 with phosphorous pentasulphide in pyridine afforded the corresponding thione derivative 8. Two novel series of compounds were synthesized from the thione derivative 9a-c and 12a,b. All the compounds were screened for their antimicrobial activity.

KEYWORDS:

1,2,4-triazin-6(1H)-one/ thione/ 1,2,4-triazolo[4,3-f][1,2,4]triazine/antimicrobial activity.


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